HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm

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Holiday House | Exterior
A heated pool
A heated pool
A heated pool

Overview of HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm

Entire home

HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm

10.0/10 Exceptional

Entire home

5 bedrooms4 bathroomsSleeps 8

Popular amenities

  • Pool
  • Kitchen
  • Air conditioning
  • Washer
  • Dryer
  • Gym
Midway, Kentucky

Explore the area

  • Popular LocationEquus Run Vineyard & Winery15 min walk
  • Popular LocationDamselfly Gallery7 min drive
  • Popular LocationHeadley-Whitney Museum13 min drive
  • AirportLexington, KY (LEX-Blue Grass)23 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm

Vacation home in Georgetown with fitness center and spa tub
Holiday House of Midway, Kentucky is a neoclassical southern estate home perched majestically atop a hill overlooking Elkhorn Creek and bordered on the remaining three sides by an esteemed thoroughbred farm. 

Notable features of the 2.5-acre property include the 5-bedroom home with two screened porches, wood burning fireplace, wine cellar, dry sauna, steam shower, and home gym; brick paved terrace; stone tiled pool deck with gas-heated swimming pool, therapy spa/hot tub, pool house with bathroom and lounge furniture; in-ground brick fire-pit with seating; grassy lawns and mature trees, including the prized 300+ year old Cinquapin Oak that pre-dates the founding of Lexington. The property is bordered by an impressive Kentucky stone fence and from every window, porch and terrace, you’ll be greeted with views of Margaux Farm’s horse paddocks, where thoroughbreds in training or rehab spend their days grazing and playing. The cheerful sound of whinnying and neighing horses outside makes one want to shut off the phone and music and just enjoy authentic country living!

HOUSE DETAILS: From the front entry, steps lead up to the main floor and down to the lower level. The main floor includes at the front, our “Sunset Room”, a sitting room with west views down to the creek, and at the back of the house, the modern open kitchen, family room and dining room with sliding doors to a screened porch and french doors out to the pool area. In between is a home office, enclosed by french doors and open to the sunset room. Down the hall, there are three bedrooms - a king suite (king bed, ensuite bath with dual vanities, large soaking tub and steam shower), queen suite (queen bed, ensuite bath with tub/shower combo), and a large guest bedroom (two twin beds plus a day bed and trundle, sleeps up to 4). In addition to the two ensuite bathrooms, there is a full bath off the hallway that serves the guest bedroom and as a powder room. Downstairs, two additional guest bedrooms, one with a king and one with a queen bed, share a common bathroom with a tub/shower combo. Also downstairs is the TV room with a leather power recliner sectional, 65” TV, and Bourbon Bar setup; a small home gym with Cybex Arc trainer, free weights, bands and mats; wine cellar and dry sauna; and a laundry room with large washer and dryer.

LOCATION: The property is set in the perfect location for enjoying all the best of the inner-Bluegrass region. Downtown Lexington is a straight shot down Leestown Road, about 20 minutes, and notable attractions such as Keeneland Race Track, the Kentucky Horse Park, Buffalo Trace Distillery and Woodford Reserve Distillery are within a 20-30 minute drive down the breathtakingly beautiful Kentucky scenic byways. Historic and charming downtown Midway is a 5-minute drive and Equus Run Vineyards is just a mile down Moore’s Mill Road - a horse farm and winery, how’s that for neighbors? Elkhorn Creek, which forms the west border of the property, is a popular local destination for small mouth bass fishing, fly fishing and whitewater rafting and you will see people park at the end of the driveway to launch their rafts.

Holiday House is truly a special place and we look forward to welcoming groups of couples and mature families, for whom the property is ideally setup to accommodate. Pets and children under 14 are not permitted for safety reasons. The property is not fully fenced and there are thoroughbred horses in paddocks that are enclosed by electric wired wooden fences adjacent to the house on 3 sides.

- The pool and hot tub are open seasonally for the summer months from Memorial Day-Labor Day. If you want to heat the pool, gas usage for the pool heater will be charged separately from your booking costs. The hot tub is heated free of charge. *As of April 8th, 2022, the pool and hot tub have been opened early for the 2022 season!
- This property cannot reasonably accommodate pets of any kind, including ESAs and service animals
- There is a security camera that surveils the driveway/parking area that does pick up
Air-conditioned accommodations at this vacation home offer private pools and fireplaces. Rooms open to balconies or patios. Kitchens offer refrigerators, stovetops, microwaves, and cookware/dishes/utensils.

Bathrooms include bathtubs or showers and hair dryers. Smart televisions are featured in guestrooms. Additionally, rooms include washers/dryers and coffee/tea makers. Housekeeping is provided on request.

Recreational amenities at the vacation home include a spa tub and a fitness center.

The recreational activities listed below are available either on site or nearby; fees may apply.

Property manager

The Holiday Life



Cleaning and safety practices

Enhanced cleanliness measures

Disinfectant is used to clean the property
High-touch surfaces are cleaned and disinfected

Social distancing

Contactless check-in
Property is kept vacant for 24 hours between stays
This information is provided by our partners.

Property amenities


  • Heated pool
  • Private pool
  • Spa tub


  • WiFi available

Parking and transportation

  • Onsite parking options include a garage


  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster


  • 5 bedrooms
  • Bedsheets provided
  • Day bed


  • 4 bathrooms
  • Hair dryer
  • Shower/bathtub combination
  • Towels provided

Living spaces

  • Fireplace
  • Living room


  • Books
  • Games
  • Smart TV

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Terrace


  • Washer/dryer


  • Air conditioning
  • Heating


  • No pets allowed


  • Smoke-free property

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board

Location highlights

  • In a rural location

Things to do

  • Golf on site
  • Gym on site
  • Heated pool on site
  • Fishing nearby
  • Golfing nearby
  • Horseback riding nearby
  • Rafting nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector
  • Deadbolt lock
  • First aid kit
  • Smoke detector


  • 1 room
  • Sleeps 8
  • Unit size: 4,863 square feet (452 square meters)

Similar properties

See similar properties



Check-in time starts at 3:00 PM
Minimum check-in age - 25


Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions


Pets not allowed

Children and extra beds

Children are welcome

Important information

You need to know

This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Safety features at this property include a carbon monoxide detector, a smoke detector, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Be prepared: check the latest COVID-19 travel requirements and measures in place for this destination before you travel.

Property is also known as


About this area


Located in Georgetown, this vacation home is in a rural area. Equus Run Vineyard & Winery and The Kentucky Castle are worth checking out if an activity is on the agenda, while those looking for area attractions can visit Yuko-En on the Elkhorn Garden and Blue Grass Railroad Museum. Looking to enjoy an event or a game while in town? See what's happening at Keeneland Racing Course or Applebee s Park. Discover the area's water adventures with rafting, fishing, and swimming nearby, or enjoy the great outdoors with horse riding.

What's nearby

  • Equus Run Vineyard & Winery - 15 min walk
  • Damselfly Gallery - 7 min drive
  • Headley-Whitney Museum - 13 min drive
  • Ward Hall - 14 min drive
  • Georgetown College - 15 min drive

Getting around

  • Blue Grass Airport (LEX) - 23 min drive


  • Holly Hill Inn - 5 min drive
  • Heirloom Restaurant - 6 min drive
  • Mezzo Italian Cafe and Provisions - 6 min drive
  • 815 Prime - 6 min drive
  • The Midway Bakery - 7 min drive

Frequently asked questions

Does HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm have a pool?

Yes, this property has a pool. Pool types include heated pools.

Is HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm pet-friendly?

No, pets are not allowed at this property.

What time is check-in at HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm?

Check-in begins at 3:00 PM.

What time is check-out at HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm?

Check-out is at 10:00 AM.

Where is HOLIDAY HOUSE - Kentucky Bluegrass Home on Champion Thoroughbred Farm located?

Situated in a rural location, this vacation home is 0.8 mi (1.3 km) from Equus Run Vineyard & Winery and 2.9 mi (4.6 km) from Damselfly Gallery. Masterson Station Park and Headley-Whitney Museum are also within 9 mi (15 km).




Rating 10 - Excellent. 8 out of 8 reviews" "
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10/10 Excellent

joe j.

Great stay!
Easy from start to finish. Great property in wonderful setting perfect for our visit to horse country. Will be looking for excuse for return visit soon!
Stayed 3 nights in Nov 2022

10/10 Excellent

troy m.

Southern Charm Fall Get Away
Fantastic setting to immerse yourself in horse racing, bourbon history and tasting. The property is surrounded by Marguax Farm, so you can always see horses out in grass paddocks and the Elkhart Creek runs across the front of the property. There is a winery less than a mile down the rode, could walk there in less than 20 min. There were 8 adults and everyone had plenty of space, we were able to gather for meals, games, and watching tv. Easy access to large hot tub. The house was spotless and beautifully appointed. Chefs kitchen had everything you needed to prepare and serve meals. The 2 upstairs bedrooms had on suite bathrooms, the 2 downstairs bedrooms could share a full bath or there was another full bath on 1st floor in hallway so everyone had there own bathroom. Wonderful screened in porch which we used multiple times. We had a fire each night in the family room fireplace, there was also another large family room with TV downstairs. The home is conveniently located - 20 min to keeneland (south), golf courses nearby, - 20 min to buffalo trace, castle and key, Woodford(west). Town branch and James Pepper distilleries are about 20 min south in Lexington. After touring distilleries in Lexington we went to dinner in town - Giuseppe's (Italian) and Merrick Inn (about 15 min farther). Ate at Heirloom in Midway (6 min away from house). Loved all our dinning choices. Going to and from most places our guidance took us on the most beautiful back roads, lined with trees and got to see so many horse farms. Property manager was very helpful and kept in touch throughout the stay. Asked if we needed anything before our arrival. Truely a memorable getaway! slight drawback for some might be the front steps and entering home you have to go up about 5 to go to first floor or same to go to basement. We did not have any trouble with suitcases or packages but you should know in case someone in your party has trouble navigating stairs.
Stayed 4 nights in Oct 2022

10/10 Excellent

Tim A.

50th anniversary and new grandson celebration
5 stars
Stayed 8 nights in Jul 2022

10/10 Excellent

Vanessa V., Highland Park

Perfect fall stay
We had a wonderful time celebrating Thanksgiving/Friendsgiving at the Holiday House. The house was perfect for our 2 families. Wonderful space, beautiful inside and out! Lisa was a joy to work with and we are looking forward to coming back in warmer weather to enjoy the pool and hot tub :)
Stayed 4 nights in Nov 2021

10/10 Excellent

Julia C.

Lovely rural property
The pros-This is a nice, large property with a lot of bedrooms. If you have a large group then this property may work for you. The bedding was very comfortable and the rooms were large. There are a lot of accoutrements such as fancy shampoo and conditioners, Q-tips, cotton balls etc which was lovely. They keep lots of wood at the location which comes in handy during the colder months. The cons-The property is cut up a bit with many rooms rather than a large great room. If you want to visit with family and y'all want to be in one living room area, it may be a little tight. Stairs-if you have people with disabilities or aren't very mobile, this location may not work. To get into then house, you must travel up some steep steps to get inside of the house. Once inside the house, you must either go up or down another flight of steps. If you plan on staying at this location and NOT getting out much than being far from everything will not bother you. Or if you are looking for a lovely get away far from the city, than this may be ideal. There is only a McDonalds & Starbucks within a reasonable distance. Also, there are not that many nice restaurants which are close. So plan on traveling if you want a nice restaurant, movies or other things to do. Overall-we enjoyed the property and would return.
Stayed 7 nights in Oct 2021